| Joshua Levy | $750.00 |
| D. Jarrett Collins | $100.00 |
| 2025 | $850.00 | Wellesley to Bourne (1-Day, Sat) |
| 2024 | $14,486.12 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $150.00 | PMC Fundraiser |
| 2022 | $9,500.00 | Wellesley to Provincetown Inn (2-Day) |
| 2021 | $9,050.00 | Wellesley Century |
| 2020 | $4,631.00 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $10,006.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $54.00 | PMC Fundraiser |
| 2017 | $7,800.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $11,682.00 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $10,897.00 | Wellesley to Provincetown Inn (2-Day) |
| 2014 | $9,525.00 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $6,700.00 | Wellesley to Provincetown Monument (2-Day) |
| 2012 | $3,100.00 | Wellesley to Bourne (1-Day, Sat) |
| 2010 | $3,622.00 | Wellesley to Bourne (1-Day, Sat) |
| 2009 | $5,137.00 | Wellesley to Bourne (1-Day, Sat) |
